1-indanone | Pseudomonas putida F39/D | | + |
Gibson DT, Resnick SM, Lee K, Brand JM, Torok DS, Wackett LP, Schocken MJ, Haigler BE. Desaturation, dioxygenation, and monooxygenation reactions catalyzed by naphthalene dioxygenase from Pseudomonas sp. strain 9816-4. J Bacteriol. 1995 May;177(10):2615-21. PubMed Central PMCID: PMC176929. PMID: 7751268
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1-methoxynaphthalene | Escherichia coli JM109 pJHF3051 | | + |
Shindo K, Ohnishi Y, Chun HK, Takahashi H, Hayashi M, Saito A, Iguchi K, Furukawa K, Harayama S, Horinouchi S, Misawa N. Oxygenation reactions of various tricyclic fused aromatic compounds using Escherichia coli and Streptomyces lividans transformants carrying several arene dioxygenase genes. Biosci Biotechnol Biochem. 2001 Nov;65(11):2472-81. PMID: 11791721
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2,3-dimethyl indene | Pseudomonas putida UV4 | | + |
Boyd, D. R., Sharma, N. D., Bowers, N. I., Brannigan, I. N., Groocock, M. R., Malone, J. F., … Allen, C. C. R. (2005). Biocatalytic Asymmetric Dihydroxylation of Conjugated Mono- and Poly-alkenes to Yield Enantiopure Cycliccis-Diols. Advanced Synthesis & Catalysis, 347(7-8), 1081–1089.
doi: 10.1002/adsc.200505033 |
3-methyl indene | Pseudomonas putida UV4 | | + |
Boyd, D. R., Sharma, N. D., Bowers, N. I., Brannigan, I. N., Groocock, M. R., Malone, J. F., … Allen, C. C. R. (2005). Biocatalytic Asymmetric Dihydroxylation of Conjugated Mono- and Poly-alkenes to Yield Enantiopure Cycliccis-Diols. Advanced Synthesis & Catalysis, 347(7-8), 1081–1089.
doi: 10.1002/adsc.200505033 |
3-methyl-1,2 dihydronaphthalene | Pseudomonas putida UV4 | | + |
Boyd, D. R., Sharma, N. D., Bowers, N. I., Brannigan, I. N., Groocock, M. R., Malone, J. F., … Allen, C. C. R. (2005). Biocatalytic Asymmetric Dihydroxylation of Conjugated Mono- and Poly-alkenes to Yield Enantiopure Cycliccis-Diols. Advanced Synthesis & Catalysis, 347(7-8), 1081–1089.
doi: 10.1002/adsc.200505033 |
4-methoxybiphenyl | Escherichia coli JM109 pJHF3051 | | + |
Shindo K, Ohnishi Y, Chun HK, Takahashi H, Hayashi M, Saito A, Iguchi K, Furukawa K, Harayama S, Horinouchi S, Misawa N. Oxygenation reactions of various tricyclic fused aromatic compounds using Escherichia coli and Streptomyces lividans transformants carrying several arene dioxygenase genes. Biosci Biotechnol Biochem. 2001 Nov;65(11):2472-81. PMID: 11791721
|
4-methyl-1,2 dihydronaphthalene | Pseudomonas putida UV4 | | + |
Boyd, D. R., Sharma, N. D., Bowers, N. I., Brannigan, I. N., Groocock, M. R., Malone, J. F., … Allen, C. C. R. (2005). Biocatalytic Asymmetric Dihydroxylation of Conjugated Mono- and Poly-alkenes to Yield Enantiopure Cycliccis-Diols. Advanced Synthesis & Catalysis, 347(7-8), 1081–1089.
doi: 10.1002/adsc.200505033 |
4-pyridyl-methyl sulfide | Pseudomonas putida UV4 | | + |
Boyd DR, Sharma ND, Byrne BE, Haughey SA, Kennedy MA, Allen CC. Dioxygenase-catalysed oxidation of alkylaryl sulfides: sulfoxidation versus cis-dihydrodiol formation. Org Biomol Chem. 2004 Sep 7;2(17):2530-7. PubMed PMID: PMID: 15326534
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9-methylcarbazole | Escherichia coli JM109 pJHF3051 | | + |
Shindo K, Ohnishi Y, Chun HK, Takahashi H, Hayashi M, Saito A, Iguchi K, Furukawa K, Harayama S, Horinouchi S, Misawa N. Oxygenation reactions of various tricyclic fused aromatic compounds using Escherichia coli and Streptomyces lividans transformants carrying several arene dioxygenase genes. Biosci Biotechnol Biochem. 2001 Nov;65(11):2472-81. PMID: 11791721
|
acridine | Escherichia coli JM109 pJHF3051 | | + |
Shindo K, Ohnishi Y, Chun HK, Takahashi H, Hayashi M, Saito A, Iguchi K, Furukawa K, Harayama S, Horinouchi S, Misawa N. Oxygenation reactions of various tricyclic fused aromatic compounds using Escherichia coli and Streptomyces lividans transformants carrying several arene dioxygenase genes. Biosci Biotechnol Biochem. 2001 Nov;65(11):2472-81. PMID: 11791721
|
anthracene | Pseudomonas putida UV4 | | + |
Boyd DR, Sharma ND, Belhocine T, Malone JF, McGregor S, Allen CC. Dioxygenase-catalysed dihydroxylation of arene cis-dihydrodiols and acetonide derivatives: a new approach to the synthesis of enantiopure tetraoxygenated bioproducts from arenes. Chem Commun (Camb). 2006 Dec 21;(47):4934-6. PMID: 17136252
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benzo[a]anthracene | Pseudomonas putida UV4 | | + |
Boyd DR, Sharma ND, Belhocine T, Malone JF, McGregor S, Allen CC. Dioxygenase-catalysed dihydroxylation of arene cis-dihydrodiols and acetonide derivatives: a new approach to the synthesis of enantiopure tetraoxygenated bioproducts from arenes. Chem Commun (Camb). 2006 Dec 21;(47):4934-6. PMID: 17136252
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benzo[c]cinnoline | Pseudomonas putida UV4 | | + |
Boyd DR, Sharma ND, Coen GP, Hempenstall F, Ljubez V, Malone JF, Allen CC, Hamilton JT. Regioselectivity and stereoselectivity of dioxygenase catalysed cis-dihydroxylation of mono- and tri-cyclic azaarene substrates. Org Biomol Chem. 2008 Nov 7;6(21):3957-66. doi: 10.1039/b810235j. PMID: 18931802
|
benzo[f]quinoline | Pseudomonas putida UV4 | | + |
Boyd DR, Sharma ND, Coen GP, Hempenstall F, Ljubez V, Malone JF, Allen CC, Hamilton JT. Regioselectivity and stereoselectivity of dioxygenase catalysed cis-dihydroxylation of mono- and tri-cyclic azaarene substrates. Org Biomol Chem. 2008 Nov 7;6(21):3957-66. doi: 10.1039/b810235j. PMID: 18931802
|
benzo[h]quinoline | Pseudomonas putida UV4 | | + |
Boyd DR, Sharma ND, Coen GP, Hempenstall F, Ljubez V, Malone JF, Allen CC, Hamilton JT. Regioselectivity and stereoselectivity of dioxygenase catalysed cis-dihydroxylation of mono- and tri-cyclic azaarene substrates. Org Biomol Chem. 2008 Nov 7;6(21):3957-66. doi: 10.1039/b810235j. PMID: 18931802
|
carbazole | Pseudomonas putida F39/D | | + |
Resnick SM, Torok DS, Gibson DT. Oxidation of carbazole to 3-hydroxycarbazole by naphthalene 1,2-dioxygenase and biphenyl 2,3-dioxygenase. FEMS Microbiol Lett. 1993 Nov 1;113(3):297-302. PMID: 8270195
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carbazole | Escherichia coli JM109 pJHF3051 | | + |
Resnick SM, Torok DS, Gibson DT. Oxidation of carbazole to 3-hydroxycarbazole by naphthalene 1,2-dioxygenase and biphenyl 2,3-dioxygenase. FEMS Microbiol Lett. 1993 Nov 1;113(3):297-302. PMID: 8270195
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chloroform | Pseudomonas putida F1 | | + |
McClay K, Fox BG, Steffan RJ. Chloroform mineralization by toluene-oxidizing bacteria. Appl Environ Microbiol. 1996 Aug;62(8):2716-22. PMID: 8702263
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Chrysene | Pseudomonas putida UV4 | | + |
Boyd DR, Sharma ND, Belhocine T, Malone JF, McGregor S, Allen CC. Dioxygenase-catalysed dihydroxylation of arene cis-dihydrodiols and acetonide derivatives: a new approach to the synthesis of enantiopure tetraoxygenated bioproducts from arenes. Chem Commun (Camb). 2006 Dec 21;(47):4934-6. PMID: 17136252
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cis-1,2-dichloroethane | Pseudomonas putida F1 | | + |
McClay K, Fox BG, Steffan RJ. Chloroform mineralization by toluene-oxidizing bacteria. Appl Environ Microbiol. 1996 Aug;62(8):2716-22. PMID: 8702263
|
dibenzofuran | Escherichia coli JM109 pJHF3051 | | + |
Shindo K, Ohnishi Y, Chun HK, Takahashi H, Hayashi M, Saito A, Iguchi K, Furukawa K, Harayama S, Horinouchi S, Misawa N. Oxygenation reactions of various tricyclic fused aromatic compounds using Escherichia coli and Streptomyces lividans transformants carrying several arene dioxygenase genes. Biosci Biotechnol Biochem. 2001 Nov;65(11):2472-81. PMID: 11791721
|
dibenzothiophene | Escherichia coli JM109 pJHF3051 | | + |
Shindo K, Ohnishi Y, Chun HK, Takahashi H, Hayashi M, Saito A, Iguchi K, Furukawa K, Harayama S, Horinouchi S, Misawa N. Oxygenation reactions of various tricyclic fused aromatic compounds using Escherichia coli and Streptomyces lividans transformants carrying several arene dioxygenase genes. Biosci Biotechnol Biochem. 2001 Nov;65(11):2472-81. PMID: 11791721
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dichloromethane | Pseudomonas putida F1 | | + |
Leahy JG, Tracy KD, Eley MH. Degradation of mixtures of aromatic and chloroaliphatic hydrocarbons by aromatic hydrocarbon-degrading bacteria. FEMS Microbiol Ecol. 2003 Mar 1;43(2):271-6. doi: 10.1111/j.1574-6941.2003.tb01067.x. PMID: 19719688
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fluorene | Escherichia coli JM109 pJHF3051 | | + |
Shindo K, Ohnishi Y, Chun HK, Takahashi H, Hayashi M, Saito A, Iguchi K, Furukawa K, Harayama S, Horinouchi S, Misawa N. Oxygenation reactions of various tricyclic fused aromatic compounds using Escherichia coli and Streptomyces lividans transformants carrying several arene dioxygenase genes. Biosci Biotechnol Biochem. 2001 Nov;65(11):2472-81. PMID: 11791721
|
indoline | Pseudomonas putida F39/D | | + |
Gibson DT, Resnick SM, Lee K, Brand JM, Torok DS, Wackett LP, Schocken MJ, Haigler BE. Desaturation, dioxygenation, and monooxygenation reactions catalyzed by naphthalene dioxygenase from Pseudomonas sp. strain 9816-4. J Bacteriol. 1995 May;177(10):2615-21. PubMed Central PMCID: PMC176929. PMID: 7751268
|
isoprene | Pseudomonas putida UV4 | | + |
Boyd, D. R., Clarke, D., Cleij, M. C., Hamilton, J. T. G., & Sheldrake, G. N. (2000). Bacterial Biotransformation of Isoprene and Related Dienes. Monatshefte Fuer Chemie/Chemical Monthly, 131(6), 673–685.
doi: 10.1007/s007060070096 |
n-butylbenzoate | Escherichia coli BL21 pDTG601a todC1C2BA | | + |
Fabris F, Collins J, Sullivan B, Leisch H, Hudlicky T. Investigation of steric and functionality limits in the enzymatic dihydroxylation of benzoate esters. Versatile intermediates for the synthesis of pseudo-sugars, amino cyclitols, and bicyclic ring systems. Org Biomol Chem. 2009 Jun 21;7(12):2619-27. doi: 10.1039/b902577b. PMID: 19503938
|
o-xylene | Pseudomonas putida F39/D | | + |
Lee K, Gibson DT. Toluene and ethylbenzene oxidation by purified naphthalene dioxygenase from Pseudomonas sp. strain NCIB 9816-4. Appl Environ Microbiol. 1996 Sep;62(9):3101-6. PubMed Central PMCID: PMC168101. PMID: 8795196
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p-cyanophenylmethylsulfide | Pseudomonas putida UV4 | | + |
Boyd DR, Sharma ND, Byrne BE, Haughey SA, Kennedy MA, Allen CC. Dioxygenase-catalysed oxidation of alkylaryl sulfides: sulfoxidation versus cis-dihydrodiol formation. Org Biomol Chem. 2004 Sep 7;2(17):2530-7. PubMed PMID: PMID: 15326534
|
phenanthrene | Pseudomonas putida UV4 | | + |
Boyd DR, Sharma ND, Belhocine T, Malone JF, McGregor S, Allen CC. Dioxygenase-catalysed dihydroxylation of arene cis-dihydrodiols and acetonide derivatives: a new approach to the synthesis of enantiopure tetraoxygenated bioproducts from arenes. Chem Commun (Camb). 2006 Dec 21;(47):4934-6. PMID: 17136252
|
phenanthridine | Pseudomonas putida UV4 | | + |
Boyd DR, Sharma ND, Coen GP, Hempenstall F, Ljubez V, Malone JF, Allen CC, Hamilton JT. Regioselectivity and stereoselectivity of dioxygenase catalysed cis-dihydroxylation of mono- and tri-cyclic azaarene substrates. Org Biomol Chem. 2008 Nov 7;6(21):3957-66. doi: 10.1039/b810235j. PMID: 18931802
|
phenothiazine | Escherichia coli JM109 pJHF3051 | | + |
Shindo K, Ohnishi Y, Chun HK, Takahashi H, Hayashi M, Saito A, Iguchi K, Furukawa K, Harayama S, Horinouchi S, Misawa N. Oxygenation reactions of various tricyclic fused aromatic compounds using Escherichia coli and Streptomyces lividans transformants carrying several arene dioxygenase genes. Biosci Biotechnol Biochem. 2001 Nov;65(11):2472-81. PMID: 11791721
|
phenoxathiin | Escherichia coli JM109 pJHF3051 | | + |
Shindo K, Ohnishi Y, Chun HK, Takahashi H, Hayashi M, Saito A, Iguchi K, Furukawa K, Harayama S, Horinouchi S, Misawa N. Oxygenation reactions of various tricyclic fused aromatic compounds using Escherichia coli and Streptomyces lividans transformants carrying several arene dioxygenase genes. Biosci Biotechnol Biochem. 2001 Nov;65(11):2472-81. PMID: 11791721
|
phenoxazine | Escherichia coli JM109 pJHF3051 | | + |
Shindo K, Ohnishi Y, Chun HK, Takahashi H, Hayashi M, Saito A, Iguchi K, Furukawa K, Harayama S, Horinouchi S, Misawa N. Oxygenation reactions of various tricyclic fused aromatic compounds using Escherichia coli and Streptomyces lividans transformants carrying several arene dioxygenase genes. Biosci Biotechnol Biochem. 2001 Nov;65(11):2472-81. PMID: 11791721
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precocene I | Pseudomonas putida UV4 | | + |
Boyd, D. R., Sharma, N. D., Boyle, R., Evans, T. A., Malone, J. F., McCombe, K. M., … Chima, J. (1996). Chemical and enzyme-catalysed syntheses of enantiopure epoxide and diol derivatives of chromene, 2,2-dimethylchromene, and 7-methoxy-2,2-dimethylchromene (precocene-1). Journal of the Chemical Society, Perkin Transactions 1, (14), 1757.
doi: 10.1039/P19960001757 |
t-butylbenzoate | Escherichia coli BL21 pDTG601a todC1C2BA | | + |
Fabris F, Collins J, Sullivan B, Leisch H, Hudlicky T. Investigation of steric and functionality limits in the enzymatic dihydroxylation of benzoate esters. Versatile intermediates for the synthesis of pseudo-sugars, amino cyclitols, and bicyclic ring systems. Org Biomol Chem. 2009 Jun 21;7(12):2619-27. doi: 10.1039/b902577b. PMID: 19503938
|
tetrachloroethene | Escherichia coli BL21 pDTG601a todC1C2BA | | + |
Lange CC, Wackett LP. Oxidation of aliphatic olefins by toluene dioxygenase: enzyme rates and product identification. J Bacteriol. 1997 Jun;179(12):3858-65. PubMed Central PMCID: PMC179193. PMID: 9190800
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trans-1,2 dichloroethene | Escherichia coli BL21 pDTG601a todC1C2BA | | + |
Lange CC, Wackett LP. Oxidation of aliphatic olefins by toluene dioxygenase: enzyme rates and product identification. J Bacteriol. 1997 Jun;179(12):3858-65. PubMed Central PMCID: PMC179193. PMID: 9190800
|
xanthene | Escherichia coli JM109 pJHF3051 | | + |
Shindo K, Ohnishi Y, Chun HK, Takahashi H, Hayashi M, Saito A, Iguchi K, Furukawa K, Harayama S, Horinouchi S, Misawa N. Oxygenation reactions of various tricyclic fused aromatic compounds using Escherichia coli and Streptomyces lividans transformants carrying several arene dioxygenase genes. Biosci Biotechnol Biochem. 2001 Nov;65(11):2472-81. PMID: 11791721
|